Hydrochloric Acid → HCID 67051132, compound

HRID 2383213Notes

Reaction equation

HRID 2383213 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:24]2[C:23]3[CH:22]=[CH:21][C:20]([O:25][CH2:26][C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)=[CH:19][C:18]=3[N:17]=[CH:16][C:15]=2[N:14]=[C:13]1[CH2:33][O:34][CH2:35][CH3:36])(C)(C)C.[ClH:38]>C(O)C>[ClH:38].[ClH:38].[CH2:26]([O:25][C:20]1[CH:21]=[CH:22][C:23]2[C:24]3[N:12]([CH2:11][CH2:10][CH2:9][CH2:8][NH2:7])[C:13]([CH2:33][O:34][CH2:35][CH3:36])=[N:14][C:15]=3[CH:16]=[N:17][C:18]=2[CH:19]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68974210HCID 68974210, compound

Product 1

HCID 67051132HCID 67051132, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

tert-Butyl[4-(7-benzyloxy-2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]carbamate (21.0 g) was dissolved in ethanol (100 mL) and concentrated hydrochloric acid (13.0 mL). The reaction was heated at reflux for 1 hour and then cooled to ambient temperature. A tan precipitate formed. The solid was filtered and dried under vacuum for 16 hours to yield 12.1 g of 4-(7-benzyloxy-2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)butylamine dihydrochloride as a beige solid.

Workup

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 1 hour
  3. customA tan precipitate formed
  4. filtrationThe solid was filtered
  5. customdried under vacuum for 16 hours

Sources & evidence

ORD record
ord-1b9c5e4b1ca84b3e9c7d51ce8593f68b
Source dataset
uspto-grants-2012_09
Patent number
US08263594B2

Reaction notes

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